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Puerto Plata

$224+ Cheap flights from Chicago (CHI) to Puerto Plata, Dominican Republic (POP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POP
Aug 31 — Sep 71
Sun 8/31
Sun 9/7
1 adult, Economy
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Cheap flight deals from Chicago to Puerto Plata

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Puerto Plata (POP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 26, 2025.

Round-trip from

$387
(American Airlines)

One-way from

$224
(American Airlines)

Popular in

September

Cheapest in

January

Average price

$741
From Chicago (CHI) to Puerto Plata La Union
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One-way flight from Chicago (CHI) to Puerto Plata La Union
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Highest demand for flights based on searches. 10% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Chicago to Puerto Plata

Cheapest flights from Chicago to Puerto Plata
Explore the most affordable flight options available from Chicago to Puerto Plata. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2025.

This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:00 amORD - POP
1 stop6h 30mAmerican Airlines
Thu 10/303:50 pmPOP - ORD
1 stop7h 45mAmerican Airlines
Deal found 8/26$387
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:15 pmORD - POP
1 stop16h 20mAmerican Airlines
Sat 10/113:50 pmPOP - ORD
1 stop9h 08mAmerican Airlines
Deal found 8/24$411
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:20 amORD - POP
2 stops8h 40mAmerican Airlines
Wed 10/291:30 pmPOP - ORD
2 stops11h 20mAmerican Airlines
Deal found 8/26$426
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amORD - POP
1 stop7h 25mDelta
Mon 12/84:45 pmPOP - ORD
1 stop9h 08mDelta
Deal found 8/24$437
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:00 amORD - POP
1 stop9h 00mAmerican Airlines
Sat 10/181:30 pmPOP - ORD
1 stop20h 23mAmerican Airlines
Deal found 8/26$446
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:44 pmORD - POP
2 stops14h 46mAmerican Airlines
Mon 10/271:30 pmPOP - ORD
1 stop22h 33mAmerican Airlines
Deal found 8/26$450
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:05 pmORD - POP
1 stop20h 55mAmerican Airlines
Sun 10/121:30 pmPOP - ORD
1 stop11h 28mAmerican Airlines
Deal found 8/25$451
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/254:40 pmORD - POP
1 stop18h 55mAmerican Airlines
Tue 9/301:35 pmPOP - ORD
2 stops19h 07mAmerican Airlines
Deal found 8/25$469

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 26, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Chicago

Fly to

Puerto Plata

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 10/25

7:05 pm-12:30 pm

1 stop16h 25m

Puerto Plata La Union

Fri 10/31

3:55 pm-11:58 pm

1 stop9h 03m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

6:00 am-3:00 pm

1 stop8h 00m

Puerto Plata La Union

Thu 10/30

1:30 pm-10:35 pm

1 stop10h 05m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/8

6:00 am-3:00 pm

1 stop8h 00m

Puerto Plata La Union

Wed 10/15

3:50 pm-10:31 pm

1 stop7h 41m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 10/20

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Tue 10/28

1:30 pm-9:23 pm

1 stop8h 53m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Wed 10/29

1:30 pm-11:58 pm

1 stop11h 28m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 11/13

2:50 pm-1:48 pm

1 stop20h 58m

$224

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 11/13

11:20 am-2:40 pm

2 stops25h 20m

$278

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 12/17

8:41 am-4:33 pm

2 stops29h 52m

$374

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 12/17

6:00 am-3:25 pm

1 stop7h 25m

$457

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 12/24

7:05 am-3:32 pm

1 stop6h 27m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/23

Showing 1-10 of 13 results
1
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Best time to book a flight from Chicago to Puerto Plata

Have a flexible travel schedule? Discover the best time to fly to Puerto Plata from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Puerto Plata

What is the cheapest month to book a flight from Chicago to Puerto Plata?

Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to POP?

Find hourly flight availability from Chicago to Puerto Plata. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 26, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 4% on flights from Chicago to Puerto Plata by exploring options for tickets in the morning.

Reviews of airlines servicing Puerto Plata

Get insights into the airlines that provide service to Puerto Plata. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Plata. Reviews last updated August 26, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Chicago to Puerto Plata by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Puerto Plata. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Puerto Plata from Chicago?

    For a flight from Chicago to Puerto Plata, you will be flying into La Union. Puerto Plata La Union (POP) is just 8.6 mi from the center of the city. La Union is the only Puerto Plata airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Puerto Plata La Union from Chicago on a regular basis.

  • How long is the flight from Chicago to Puerto Plata?

    Airlines like American Airlines fly from Chicago to Puerto Plata in about 16h 25m. The time it takes to get you to your destination can typically vary by up to . The distance from Chicago to Puerto Plata is about 1839 mi.

  • What are the cheapest airlines flying from Chicago to Puerto Plata round-trip?

    Our cheapest airline available from Chicago to Puerto Plata is Delta. Our recent data shows that you can find tickets from as low as $389 on this airline. An additional option worth looking into is American Airlines, starting at $519. Users have found that Delta is 43% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Puerto Plata one-way?

    The cheapest airlines for a one-way flight from Chicago to Puerto Plata are American Airlines ($224), JetBlue ($278), and Delta ($457).

  • Can I find deals for flights from Chicago to Puerto Plata that include hotel bookings?

    Yes. In addition to deals on Chicago to Puerto Plata flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Puerto Plata?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Puerto Plata.

  • Can I find deals for business class flights from Chicago to Puerto Plata?

    Yes. Cheapflights offers flight deals from Chicago to Puerto Plata by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Puerto Plata?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Puerto Plata?

Book flights to Puerto Plata if you plan to visit one of these locations
Sosúa

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Alternative routes for Chicago to Puerto Plata

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Puerto Plata flights
St. Louis to Puerto Plata flights

Top 2 airlines flying from Chicago to Puerto Plata

Discover the top 2 airlines that operate flights from Chicago to Puerto Plata. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$389Average$540FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$519Average$719FlexibilityNo cancel feeOn-time71%

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